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#42: Saying Yes to Opportunity with Guy Kawasaki

World's Greatest Business Thinkers

Release Date: 01/29/2026

#42: Saying Yes to Opportunity with Guy Kawasaki show art #42: Saying Yes to Opportunity with Guy Kawasaki

World's Greatest Business Thinkers

What if success isn’t about how you get in, but what you do once you’re there? And what if saying “yes” matters more than having the perfect résumé? In this episode of World’s Greatest Business Thinkers, host Nick Hague sits down with Guy Kawasaki, Chief Evangelist at Canva and former Apple evangelist, for a masterclass in career serendipity and mission-driven leadership. Drawing on five decades in Silicon Valley, Guy explains why execution beats credentials, how authentic evangelism cuts through noise, and why he once turned down a billion-dollar CEO role. From Steve Jobs’...

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More Episodes

What if success isn’t about how you get in, but what you do once you’re there?
And what if saying “yes” matters more than having the perfect résumé?

In this episode of World’s Greatest Business Thinkers, host Nick Hague sits down with Guy Kawasaki, Chief Evangelist at Canva and former Apple evangelist, for a masterclass in career serendipity and mission-driven leadership. Drawing on five decades in Silicon Valley, Guy explains why execution beats credentials, how authentic evangelism cuts through noise, and why he once turned down a billion-dollar CEO role. From Steve Jobs’ uncompromising standards to spotting transformational talent early, the conversation explores design as a competitive moat, saying yes to unexpected opportunities, and building influence by helping others succeed. Packed with practical wisdom, this episode is a guide to leading with integrity and leaving a lasting impact.

What You Will Learn:

  • How to leverage serendipity strategically

  • Why design is your competitive moat

  • The distinction between mission-driven and ego-driven assholes

  • How to apply the law of large numbers to innovation and opportunity

  • Why true evangelism flips the incentive structure

  • How to build a sustainable career by staying open to unexpected paths

If you enjoyed this episode, make sure to subscribe, rate, and review it on Apple Podcasts, Spotify, and YouTube Podcasts. Instructions on how to do this are here.

Guy Kawasaki Bio:

Guy Kawasaki is Chief Evangelist at Canva and host of the acclaimed podcast *Remarkable People*, bringing nearly five decades of Silicon Valley experience to his work in design, innovation, and digital transformation. A former Apple evangelist and venture capitalist, Kawasaki has authored 18 books and served in leadership roles at iconic companies including Google, Wikipedia, and Mercedes-Benz, making him uniquely positioned to bridge the gap between technology innovation and human-centered business strategy. His expertise spans brand evangelism, product design, and organizational culture, areas directly relevant to ambitious professionals seeking to build loyal audiences and create meaningful impact.

 

Quotes:

  1. "The overarching lesson that I learned from Apple is that design truly matters. Apple is Apple because of its design. I would make the case that Apple has proven that enough people care about design so that you can be a successful company."

  2. "The lesson is that it is not how you get your job. It's what you do once you get the job. Once you get into the company, nobody gives a shit about your degree, about who you know. You either are delivering or you're not."

  3. "One of my philosophies is you should always say yes. If you say no, you stop right there. But if you say yes, at least you gain the optionality to see more and more."

  4. "I believe that a book is a work of art, and it is an end in itself. You don't write a book to get to another point. You should write a book only when you have something to say."

 

Episode Resources: